4-Methylmorpholine → HCID 59331442, compound

Participants

Reaction Steps

To a solution of acetic acid (5.6 μL) in tetrahydrofuran (2 mL) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (25.0 mg), 1-hydroxybenzotriazole (18.0 mg) and N-methylmorpholine (30 μL), and the mixture was stirred at room temperature for 30 min. To to the reaction mixture was added a solution of (3S)-1-{[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]methyl}-3-methylpiperazine (45.0 mg) in tetrahydrofuran (1 mL), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to basic silica gel column chromatography, and the title compound (43.0 mg, yield 90%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate. MS: 591 (MH+).

Provenance & Evidence